Anastasia Island Holidays from AU$3,088

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to AU$703 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Anastasia Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
Price was AU$3,867, price is now AU$3,088 per person
AU$3,088
per person
9 Jan - 14 Jan
found 19 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.6/10 Excellent! (1,026 reviews)
Enjoyed my stay here. Room clean and comfortable. Breakfast was amazing. I felt safe and the staff was very friendly and helpful. 10 stars for all.

Reviewed on 15 Oct 2025

Hilton Orlando

Hilton Orlando

4 out of 5
International Drive District
Price was AU$5,117, price is now AU$3,400 per person
AU$3,400
per person
9 Jan - 14 Jan
found 13 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,005 reviews)
Great spot for destination event. Can't afford this luxury on the reg. Parking was $38. Resort fee $40 and it rained the whole weekend. Sigh......

Reviewed on 12 Oct 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was AU$5,065, price is now AU$3,776 per person
AU$3,776
per person
8 Jan - 14 Jan
found 24 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Clean cottage. Friendly staff.

Reviewed on 8 Oct 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was AU$4,450, price is now AU$3,392 per person
AU$3,392
per person
8 Jan - 14 Jan
found 24 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Very nice stay, westgate upgraded us to a two bedroom with two bath room (condo). Wish there was an elevator as we were on the third floor but other than that it was great. Be prepared for the time share spiel though.

Reviewed on 12 Oct 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was AU$6,095, price is now AU$4,786 per person
AU$4,786
per person
8 Jan - 14 Jan
found 24 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.4/10 Exceptional! (459 reviews)
Great place to stay, lively apartments and the best pool in Orlando.

Reviewed on 17 Oct 2025

Our guide on where to stay in Anastasia Island

Find the best Anastasia Island areas and neighborhoods for the activities you enjoy most. Learn more about Anastasia Island
Default Image

Butler Beach

Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to St. Augustine Beach or Butler Beach.

Find hotels in Butler Beach

Anastasia Island Holiday

Anastasia Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Top Sights
St. Augustine Beach, Anastasia State Park and St. Augustine Alligator Farm Zoological Park

Our pick of the best Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

3 out of 5
860 A1A Beach Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 26 Oct to 27 Oct
AU$230
26 Oct - 27 Oct
includes taxes & fees
8.6/10 Excellent! (2,728 reviews)
"My husband loved it! Easy, quiet, and perfect for our couple getaway."

Reviewed on 18 Oct 2025

Guy Harvey Resort on St Augustine Beach
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

3.5 out of 5
300 A1A Beach Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
The price is AU$281 per night from 19 Nov to 20 Nov
AU$281
19 Nov - 20 Nov
includes taxes & fees
8.8/10 Excellent! (1,205 reviews)
"Amazing resort!!"

Reviewed on 18 Oct 2025

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
Regency Inn & Suites

Regency Inn & Suites

2 out of 5
331 A1a Beach Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,093 reviews)
"Clean room friendly staff. Thei was out 2nd stay"

Reviewed on 13 Oct 2025

Get rates
Regency Inn & Suites
See all 3,398 properties in Anastasia Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Anastasia Island

St. Augustine Beach

St. Augustine Beach

5/5(1 review)

Nothing says holiday like spending a lazy day at St. Augustine Beach, a popular beach in St. Augustine. Experience the area's fascinating museums and great live music.

St. Augustine Beach
Anastasia State Park

Anastasia State Park

Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.

Anastasia State Park
St. Augustine Lighthouse and Museum featuring a lighthouse

St. Augustine Lighthouse & Maritime Museum

Enjoy spectacular views from the top of this lighthouse and learn about the history of the nation’s oldest port.

St. Augustine Lighthouse & Maritime Museum

What to do in Anastasia Island

Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

AU$26
per adult
96% of travellers recommend
Potter's Wax Museum
St. Augustine: Black Raven Tropical Sunset Cruise

St. Augustine: Black Raven Tropical Sunset Cruise

AU$49
per adult
100% of travellers recommend
St. Augustine: Black Raven Tropical Sunset Cruise
Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

AU$43
per adult
86% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
See all activities in Anastasia Island

Frequently asked questions

Can I cancel my flight booking to Anastasia Island due to COVID-19?
In these difficult times, many carriers are offering more flexibility. Go to our Customer Service Portal to find important information about cancelling or changing your Anastasia Island flight due to COVID-19.
What's the best way to find cheap flights to Anastasia Island that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to bring you the most flexible airfares on the market. Just click on "No change fee" directly below the "Flexible change policies" heading to find your dream flight to Anastasia Island.
What are some of the general tips for travellers to Anastasia Island during the COVID-19 outbreak?
The COVID-19 pandemic may have changed the way we travel, but it hasn't done away with our desire to explore. Here are a few tips on how to navigate travel's new challenges:
  • Before booking anything, check if any travel restrictions apply — in both your origin and destination. Get up-to-date information by reviewing government and airport websites.
  • Keep your face mask on during airport screening. A TSA officer will ask you to temporarily lower your mask for ID purposes.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position your pass on the scanner and then hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to remove it from your bag at the X-ray machine for scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on rather than a bin to minimize handling during the screening process.
  • If you want to take food through security screening, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Anastasia Island?
Delta operates flights into or near Anastasia Island, including 1472 that travel to Orlando Intl. Airport (MCO) each month. Decide on your holiday dates and then book your fare early for the biggest bargain.
How can I find cheap tickets to Anastasia Island?
In the last seven days, was the lowest price for a flight to Anastasia Island. For an even better fare, book well in advance and be flexible with your travel dates. Search for your trip to Anastasia Island, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Anastasia Island?
If you were flying one way from (), you could've scored a bargain seat for in the last seven days. Round-trip flights to Anastasia Island ranged from only to during this same period.
What are the most popular airports to fly into in Anastasia Island?
The number one gateway to Anastasia Island, around 13460 flights land at Orlando Intl. Airport (MCO) every month. Find a top deal, book your fare and prepare to explore this amazing region.
When is the cheapest time to fly to Anastasia Island?
Fly out on a Tuesday to boost your chances of picking up the cheapest fare to Anastasia Island. Mondays are usually the next most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Anastasia Island?
In the last seven days, airfares varied between and . Take a look at our sensational deals to Anastasia Island, pick your favourite and get ready for your next fun holiday!
Which airlines with flights to Anastasia Island employ COVID-19 cleanliness policies?
Social distancing is only one small part of new aviation strategies to lessen the spread of COVID-19. From check-in to arrival, these carriers will bring you to Anastasia Island with comfort and confidence:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.